The Best Private
Villas in Sarasota

Travel Guide | October 2025
Set your dates to see room prices:

1 Luxury 3BD house, Siesta Key Beach

Luxury 3BD house, Siesta Key Beach Luxury 3BD house, Siesta Key Beach Luxury 3BD house, Siesta Key Beach 27+
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2 Sarasota Charm

Sarasota Charm Sarasota Charm Sarasota Charm 27+
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3 2 bed 2 bath centrally located on Siesta Key

2 bed 2 bath centrally located on Siesta Key 2 bed 2 bath centrally located on Siesta Key 2 bed 2 bath centrally located on Siesta Key 27+
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4 3Bed & 2Bath Property Couple minutes from Siesta Key Beach & Downtown Sarasota

3Bed & 2Bath Property Couple minutes from Siesta Key Beach & Downtown Sarasota 3Bed & 2Bath Property Couple minutes from Siesta Key Beach & Downtown Sarasota 3Bed & 2Bath Property Couple minutes from Siesta Key Beach & Downtown Sarasota 27+
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5 Sapphire Shores Arcadia

Sapphire Shores Arcadia Sapphire Shores Arcadia Sapphire Shores Arcadia 27+
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6 The Julia Place Carriage House

The Julia Place Carriage House The Julia Place Carriage House The Julia Place Carriage House 27+
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7 Casa Azul Sarasota Retreat

Casa Azul Sarasota Retreat Casa Azul Sarasota Retreat Casa Azul Sarasota Retreat 27+
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8 Private Lanai Beautiful Sarasota Rental Home!

Private Lanai Beautiful Sarasota Rental Home! Private Lanai Beautiful Sarasota Rental Home! Private Lanai Beautiful Sarasota Rental Home! 27+
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9 Sand Dollar 755

Sand Dollar 755 Sand Dollar 755 Sand Dollar 755 27+
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10 2bed/2bath Condo next to Siesta Key ~A Hidden Gem

2bed/2bath Condo next to Siesta Key ~A Hidden Gem 2bed/2bath Condo next to Siesta Key ~A Hidden Gem 2bed/2bath Condo next to Siesta Key ~A Hidden Gem 27+
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11 The Sapphire Suite

The Sapphire Suite The Sapphire Suite The Sapphire Suite 27+
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12 Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi

Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi 27+
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13 Starfish 641

Starfish 641 Starfish 641 Starfish 641 27+
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14 Beach Downtown Pet-friendly @ The Park Home-635

Beach Downtown Pet-friendly @ The Park Home-635 Beach Downtown Pet-friendly @ The Park Home-635 Beach Downtown Pet-friendly @ The Park Home-635 27+
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15 Hidden Gem Home in Sarasota, UTC Mall, Nathan Benderson Park, Siesta Key Beach

Hidden Gem Home in Sarasota, UTC Mall, Nathan Benderson Park, Siesta Key Beach Hidden Gem Home in Sarasota, UTC Mall, Nathan Benderson Park, Siesta Key Beach Hidden Gem Home in Sarasota, UTC Mall, Nathan Benderson Park, Siesta Key Beach 27+
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16 Entire Home by Siesta Key/closed to downtown

Entire Home by Siesta Key/closed to downtown Entire Home by Siesta Key/closed to downtown Entire Home by Siesta Key/closed to downtown 27+
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17 Florinda 3bdr/2bth 2car garage with New Pool

Florinda 3bdr/2bth 2car garage with New Pool Florinda 3bdr/2bth 2car garage with New Pool Florinda 3bdr/2bth 2car garage with New Pool 27+
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18 Siesta Key Waterfront Estate W Pool Privacy!

Siesta Key Waterfront Estate W Pool Privacy! Siesta Key Waterfront Estate W Pool Privacy! Siesta Key Waterfront Estate W Pool Privacy! 27+
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19 Lanai and Community Pool Access Sarasota Oasis!

Lanai and Community Pool Access Sarasota Oasis! Lanai and Community Pool Access Sarasota Oasis! Lanai and Community Pool Access Sarasota Oasis! 27+
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20 Tranquil Court Oasis

Tranquil Court Oasis Tranquil Court Oasis Tranquil Court Oasis 27+
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